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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23600Erstellt: 23. Oktober 2026

Ethanol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol

https://huagongshe.com/de/reaction/23600

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktTetrahydrofuranHCID 8028—
Edukt5-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenolHCID 11739240—
KatalysatorPalladiumHCID 23938—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediolHCID 992125795,2%

Reaktionsschritte

A flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml) and ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was then evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), affording the title compound (10.2 g, 95%) as a white solid. m/z(ES+) 251(M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06852747B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-20dfcce9f0c546d8b9b04dcc962410fc
Quellennotizuspto-grants-2005_02